(2S)-N-[(2S)-5-chloro-3-oxo-1-phenylpentan-2-yl]-2-acetamidopropanamide

• ChemBase ID: 5531
• Molecular Formular: C16H21ClN2O3
• Molecular Mass: 324.80254
• Monoisotopic Mass: 324.12407022
• SMILES: C(CC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)C)Cc1ccccc1)Cl
• Canonical SMILES: ClCCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)C)Cc1ccccc1
• InChI: InChI=1S/C16H21ClN2O3/c1-11(18-12(2)20)16(22)19-14(15(21)8-9-17)10-13-6-4-3-5-7-13/h3-7,11,14H,8-10H2,1-2H3,(H,18,20)(H,19,22)/t11-,14-/m0/s1
• InChIKey: WABWAIGLGFELMI-FZMZJTMJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(2S)-5-chloro-3-oxo-1-phenylpentan-2-yl]-2-acetamidopropanamide
• IUPAC Traditional name: (2S)-N-[(2S)-5-chloro-3-oxo-1-phenylpentan-2-yl]-2-acetamidopropanamide
• Synonyms: (2S) N-ACETYL-L-ALANYL-ALPHAL-PHENYLALANYL-CHLOROETHYLKETONE

Database IDs

• PubChem SID: 99444370; 160968959
• PubChem CID: 46937104

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.99511
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4639245
• LogD (pH = 7.4): 1.463915
• Log P: 1.4639248
• Molar Refractivity: 84.8612 cm^3
• Polarizability: 33.090073 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.28
• LOG S: -3.94
• Solubility (Water): 3.74e-02 g/l

DETAILS

DrugBank - DB07899

Drug information: experimental